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Selective Oxidation of Benzyl Alcohol with Oxygen Catalyzed by Vanadia Supported on Nitrogen-Containing Ordered Mesoporous Carbon Materials

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Abstract

Liquid-phase selective oxidation of alcohols to aldehydes using molecular oxygen as an oxidant is one of the most important transformations in organic synthesis and green chemistry. In this work, nitrogen-containing ordered mesoporous materials (NOMCs) were prepared and utilized as supports to load vanadia. The physical and chemical properties of the synthesized VxOy/NOMC materials were characterized by N2 adsorption–desorption, XRD, TEM, Raman, and XPS. The characterization results exhibited that NOMC could well disperse vanadia species and there was a steady interaction between V and N of NOMC. In selective oxidation of benzyl alcohol using oxygen as an oxidant, the synthesized VxOy/NOMC materials showed good and stable catalytic performance, affording a maximum yield of benzaldehyde up to 80% at 95 °C.

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References

  1. Zhang K, Liu Y, Deng J, **g L, Pei W, Han Z, Zhang X, Dai H (2019) ChemCatChem 11:6398–6407

    Article  CAS  Google Scholar 

  2. Li Y, Sabbaghi A, Huang J, Li KC, Tsui LS, Lam FL, Hu X (2020) Mol Catal 485:110789

    Article  CAS  Google Scholar 

  3. Arena F, Gumina B, Lombardo AF, Espro C, Patti A, Spadaro L, Spiccia L (2015) Appl Catal B 162:260–267

    Article  CAS  Google Scholar 

  4. Huang G, **ang F, Li T, Jiang Y, Guo Y (2011) Catal Commun 12:886–889

    Article  CAS  Google Scholar 

  5. Huang Z, Yan F, Yuan G (2017) Catal Lett 147:509–516

    Article  CAS  Google Scholar 

  6. Hao Y, Hao G-P, Guo D-C, Guo C-Z, Li W-C, Li M-R, Lu A-H (2012) ChemCatChem 4:1595–1602

    Article  CAS  Google Scholar 

  7. Della Pina C, Falletta E, Rossi M (2008) J Catal 260:384–386

    Article  CAS  Google Scholar 

  8. Wang X, Wu G, Guan N, Li L (2012) Appl Catal B 115–116:7–15

    Article  Google Scholar 

  9. Che J, Hao M, Yi W, Kobayashi H, Zhou Y, **ao L, Fan J (2017) Chin J Catal 38:1870–1879

    Article  CAS  Google Scholar 

  10. **ao S, Zhang C, Chen R, Chen F (2015) New J Chem 39:4924–4932

    Article  CAS  Google Scholar 

  11. Guo Z, Liu B, Zhang Q, Deng W, Wang Y, Yang Y (2014) Chem Soc Rev 43:3480–3524

    Article  CAS  PubMed  Google Scholar 

  12. Choudhary VR, Dhar A, Jana P, Jha R, Uphade BS (2005) Green Chem 7:768–770

    Article  CAS  Google Scholar 

  13. Xu J, Shang J-K, Wang Y, Chen Y, Li Y-X (2017) Catal Lett 147:328–334

    Article  CAS  Google Scholar 

  14. Alhumaimess M, Lin Z, Weng W, Dimitratos N, Dummer NF, Taylor SH, Bartley JK, Kiely CJ, Hutchings GJ (2012) Chemsuschem 5:125–131

    Article  CAS  PubMed  Google Scholar 

  15. Yang J, Cao K, Gong M, Shan B, Chen R (2020) J Catal 386:60–69

    Article  CAS  Google Scholar 

  16. Xu J, Shang J-K, Chen Y, Wang Y, Li Y-X (2017) Appl Catal A 542:380–388

    Article  CAS  Google Scholar 

  17. Besson M, Gallezot P (2000) Catal Today 57:127–141

    Article  CAS  Google Scholar 

  18. Davis SE, Ide MS, Davis RJ (2013) Green Chem 15:17–45

    Article  CAS  Google Scholar 

  19. Su F-Z, Liu Y-M, Wang L-C, Cao Y, He H-Y, Fan K-N (2008) Angew Chem Int Ed 47:334–337

    Article  CAS  Google Scholar 

  20. Abad A, Concepción P, Corma A, García H (2005) Angew Chem Int Ed 44:4066–4069

    Article  CAS  Google Scholar 

  21. Moreno I, Dummer NF, Edwards JK, Alhumaimess M, Sankar M, Sanz R, Pizarro P, Serrano DP, Hutchings GJ (2013) Catal Sci Technol 3:2425–2434

    Article  CAS  Google Scholar 

  22. Wang Q, Cai X, Liu Y, **e J, Zhou Y, Wang J (2016) Appl Catal B 189:242–251

    Article  CAS  Google Scholar 

  23. Song H, Liu Z, Gai H, Wang Y, Qiao L, Zhong C, Yin X, **ao M (2019) Front Chem 7:458

    Article  PubMed  PubMed Central  Google Scholar 

  24. Hong H, Hu L, Li M, Zheng J, Sun X, Lu X, Cao X, Lu J, Gu H (2011) Chem Eur J 17:8726–8730

    Article  CAS  PubMed  Google Scholar 

  25. Sun Y, Li X, Wang J, Ning W, Fu J, Lu X, Hou Z (2017) Appl Catal B 218:538–544

    Article  CAS  Google Scholar 

  26. Liu J, Yuan Q, Zhao H, Zou S (2018) Catal Lett 148:1093–1099

    Article  CAS  Google Scholar 

  27. Göksu H, Burhan H, Mustafov SD, Şen F (2020) Sci Rep 10:5439

    Article  PubMed  PubMed Central  Google Scholar 

  28. Zhu J, Faria JL, Figueiredo JL, Thomas A (2011) Chem Eur J 17:7112–7117

    Article  CAS  PubMed  Google Scholar 

  29. Zhu Y, Dong Y, Zhao L, Yuan F (2010) J Mol Catal A 315:205–212

    Article  CAS  Google Scholar 

  30. Velusamy S, Punniyamurthy T (2004) Org Lett 6:217–219

    Article  CAS  PubMed  Google Scholar 

  31. Feng T, Vohs JM (2005) J Phys Chem B 109:2120–2127

    Article  CAS  PubMed  Google Scholar 

  32. Srilakshmi C, Basava V, Ramesh G, Manjunath M (2020) ChemistrySelect 5:4500–4508

    Article  CAS  Google Scholar 

  33. Kara GK, Rahimi J, Niksefat M, Taheri-Ledari R, Rabbani M, Maleki A (2020) Mater Chem Phys 250:122991

    Article  CAS  Google Scholar 

  34. Renuka MK, Gayathri V (2019) Catal Lett 149:1266–1276

    Article  CAS  Google Scholar 

  35. Xu J, Liu Y-M, Xue B, Li Y-X, Cao Y, Fan K-N (2011) Phys Chem Chem Phys 13:10111–10118

    Article  CAS  PubMed  Google Scholar 

  36. Grzybowska-Świerkosz B (1997) Appl Catal A 157:263–310

    Article  Google Scholar 

  37. Li M, Xu F, Li H, Wang Y (2016) Catal Sci Technol 6:3670–3693

    Article  CAS  Google Scholar 

  38. Shen W, Fan W (2013) J Mater Chem A 1:999–1013

    Article  CAS  Google Scholar 

  39. **e M, **a Y, Liang J, Chen L, Guo X (2014) Micropor Mesopor Mater 197:237–243

    Article  CAS  Google Scholar 

  40. Chen P, Yang C, He Z, Guo K (2019) J Mater Sci 54:4180–4191

    Article  CAS  Google Scholar 

  41. Liu L, Xu S-D, Wang F-Y, Song Y-J, Liu J, Gao Z-M, Yuan Z-Y (2017) RSC Adv 7:12524–12533

    Article  CAS  Google Scholar 

  42. Yu J, Guo M, Muhammad F, Wang A, Zhang F, Li Q, Zhu G (2014) Carbon 69:502–514

    Article  CAS  Google Scholar 

  43. Zhou S, Xu H, Yuan Q, Shen H, Zhu X, Liu Y, Gan W (2015) ACS Appl Mater Inter 8:918–926

    Article  Google Scholar 

  44. Wang J, Liu H, Gu X, Wang H, Su DS (2014) Chem Commun 50:9182–9184

    Article  CAS  Google Scholar 

  45. Qin L, Wang L, Wang C, Yang X, Lv B (2019) Mol Catal 462:61–68

    Article  CAS  Google Scholar 

  46. Xue B, Wen L-Z, Ma D, Li M-M, Xu J (2018) Res Chem Intermed 44:7641–7655

    Article  CAS  Google Scholar 

  47. Zhang L, Wang H, Qin Z, Wang J, Fan W (2015) RSC Adv 5:22838–22846

    Article  CAS  Google Scholar 

  48. Wang J, Liu H, Diao J, Gu X, Wang H, Rong J, Zong B, Su DS (2015) J Mater Chem A 3:2305–2313

    Article  CAS  Google Scholar 

  49. Watanabe H, Asano S, Fujita S, Yoshida H, Arai M (2015) ACS Catal 5:2886–2894

    Article  CAS  Google Scholar 

  50. Datta KKR, Reddy BVS, Ariga K, Vinu A (2010) Angew Chem Int Ed 49:5961–5965

    Article  CAS  Google Scholar 

  51. Hu L, Wang C, Yue B, Chen X, He H (2016) RSC Adv 6:87656–87664

    Article  CAS  Google Scholar 

  52. Liu D, Lei J-H, Guo L-P, Qu D, Li Y, Su B-L (2012) Carbon 50:476–487

    Article  CAS  Google Scholar 

  53. Mane GP, Talapaneni SN, Anand C, Varghese S, Iwai H, Ji Q, Ariga K, Mori T, Vinu A (2012) Adv Funct Mater 22:3596–3604

    Article  CAS  Google Scholar 

  54. Borah P, Ma X, Nguyen KT, Zhao Y (2012) Angew Chem Int Ed 51:7756–7761

    Article  CAS  Google Scholar 

  55. Xu J, Chen Y, Hong Y, Zheng H, Ma D, Xue B, Li Y-X (2018) Appl Catal A 549:31–39

    Article  CAS  Google Scholar 

  56. Xu J, Jiang Q, Chen T, Wu F, Li Y-X (2015) Catal Sci Technol 5:1504–1513

    Article  CAS  Google Scholar 

  57. Verma S, Baig RBN, Nadagouda MN, Varma RS (2016) ACS Sustain Chem Eng 4:1094–1098

    Article  CAS  Google Scholar 

  58. Wang X, Chen X, Thomas A, Fu X, Antonietti M (2009) Adv Mater 21:1609–1612

    Article  CAS  Google Scholar 

  59. Xu J, Long K-Z, Wang Y, Xue B, Li Y-X (2015) Appl Catal A 496:1–8

    Article  CAS  Google Scholar 

  60. Valentini F, Ferracci G, Galloni P, Pomarico G, Conte V, Sabuzi F (2021) Catalysts 11:262

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by PetroChina Innovation Foundation (2018D-5007-0508), National Natural Science Foundation of China (21878027), Natural Science Foundation of the Jiangsu Higher Education Institutions (18KJA150001 and 19KJA430003), Postgraduate Research & Practice Innovation Program of Jiangsu Province (SJCX20_0951), and Advanced Catalysis and Green Manufacturing Collaborative Innovation Center (ACGM2020-08). J. Xu also thanks Jun-**g Ding of the Shiyanjia Lab (www.shiyanjia.com) for his help in XPS characterization. J. Xu also thanks Jun-**g Ding of the Shiyanjia Lab (www.shiyanjia.com) for his help in XPS characterization.

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Authors and Affiliations

  1. Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Gehu Middle Road 21, Changzhou, Jiangsu, 213164, People’s Republic of China

    **n-Tong Yi, Tian-Lu Wang, Lin-Zhi Wen, Jie Xu & Bing Xue

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  1. **n-Tong Yi
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  2. Tian-Lu Wang
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Correspondence to Jie Xu or Bing Xue.

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Yi, XT., Wang, TL., Wen, LZ. et al. Selective Oxidation of Benzyl Alcohol with Oxygen Catalyzed by Vanadia Supported on Nitrogen-Containing Ordered Mesoporous Carbon Materials. Catal Lett 152, 962–971 (2022). https://doi.org/10.1007/s10562-021-03699-1

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